1. USA
  2. Rhode Island
  3. Westerly
  4. Holiday Homes

292+ Westerly Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Westerly

Discover more than 292 StayAndPlay accommodations in Westerly, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Westerly, RI.

Whether you're seeking upscale golf-front resorts, private luxury villas, spacious vacation homes, or family-friendly golf retreats, we can help you find the ideal stay. Our rentals feature top-tier amenities such as private pools, fully equipped kitchens, outdoor patios, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group golf trip to Westerly? StayAndPlay guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Westerly pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Westerly with StayAndPlay.

Show more
Show less

Frequently Asked Questions About Westerly Holiday Rentals

There are a lot of options in Westerly. If you plan on staying in the Westerly area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Westerly:

There are many holiday rentals available in Westerly; however, here are a few of the most popular holiday homes listed in Westerly on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Westerly to find one that works for you.
Yes, there are 292 self-catering family homes and holiday rentals in Westerly.
There are more than 292 luxury holiday homes in or near Westerly, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 292 pet friendly rentals that are available in Westerly.